5β,19-Epoxycucurbitane Triterpenoids from Momordica charantia and Their Anti-Inflammatory and Cytotoxic Activity

Liaw, Chia‐Ching; Huang, Hui‐Chi; Hsiao, Ping-Chun; Zhang, Lijie; Zhang, Lin; Hwang, Syh-Yuan; Hsu, Feng‐Lin; Kuo, Yao‐Haur

doi:10.1055/s-0034-1383307

Cited by 19 publications

(27 citation statements)

References 19 publications

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“…M. charantia was found to improve the biological responses against inflammation in rats with sepsis (Chao et al, 2014). Other authors also report the anti-inflammatory activity of this plant (Nagarani et al, 2014;and Liaw et al, 2015).…”

Section: Anti-inflammatory Activitymentioning

confidence: 92%

“…Ma et al (2014) 5β,19-epoxycucurbitane triterpenoids, Liaw et al (2015) Karavilagenin F, karaviloside XII, karaviloside XIII, momordicine VI, momordicine VII, momordicine VIII Zhao et al (2014) temperature, reducing the incidence of degradation of the product; in some cases subsequent purification steps are not necessary (Bagheri et al, 2014;Conde et al, 2014;Nguyen et al, 2015).…”

Section: Identified Terpenoids Referencementioning

confidence: 99%

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Phytochemical profile and biological activities of Momordica charantia L. (Cucurbitaceae): A review

Oliveira¹,

Costa²,

Bezerra³

et al. 2018

Afr. J. Biotechnol.

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This study discusses the bioactive composition, supercritical fluid extraction and biological activities of Momordica charantia L. from the last five years. Numerous compounds that have been identified in the extracts of M. charantia, including phytosterols, terpenoids, fatty acids, phenolic compounds, phenolic acids and flavonoids were also discussed. Although, several studies reported the use of organic solvents in the extraction of these compounds, this review emphasized on supercritical fluid extraction (SFE), good selectivity, varied fractions in terms of mass yields and chemical composition obtained, in addition to providing a solvent-free extract. Moreover, the biological effects of M. charantia extracts, including their antidiabetic, neuroprotective, anti-obesogenic, antimalarial, antioxidant, antiinflammatory, antimicrobial and allelopathic activities, were discussed. These biological effects of the extracts of M. charantia can directly affect human health. The findings of this review are important, as they can guide future studies related to obtaining bioactive compounds from M. charantia and its applications.

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Section: Anti-inflammatory Activitymentioning

confidence: 92%

Section: Identified Terpenoids Referencementioning

confidence: 99%

Phytochemical profile and biological activities of Momordica charantia L. (Cucurbitaceae): A review

Oliveira¹,

Costa²,

Bezerra³

et al. 2018

Afr. J. Biotechnol.

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“…Buah pare juga mengandung senyawa yang memiliki aktivitas sitotoksik seperti taikuguasin C, taikuguasin D, charantagenin D, goyaglikosid, charantagenin E, momordikosid K, asam 3,7diokso-23,24,25,26,27-pentanorcucurbit-5en-22-oat,25,26,27-trinorcucurbit-5-ene-3,7,23-trione, cucurbitacin B dan stigmasta-7,25(27)-dien-3β-ol. Taikugausin C serta taikugausin D yang diperoleh dari ekstrak etanol buah pare memiliki aktivitas sitotoksik terhadap sel kanker payudara MCF-7 masingmasing memiliki ED50 42,60 µM dan 42,66 µM (Liaw et al, 2015). Charantagenin D dan goyaglikosid diperoleh dari ekstrak etanol buah pare memiliki aktivitas sitotoksik yang lebih poten terhadap sel kanker glioblastoma U87 daripada charantagenin E, momordikosid K dan stigmasta-7,25(27)-dien-3β-ol, charantagenin D memiliki IC50 sebesar 1,08 µmol/L dan goyaglikosid sebesar 0,19 µmol/L (Wang et al, 2012).…”

Section: Pendahuluanunclassified

Aktivitas Sitotoksik Ekstrak Etanol, Fraksi Etanol-Air, Etil Asetat serta N-Heksana Buah Pare (Momordica charantia) pada Sel MCF-7 secara In-Vitro

Pamungkas

Indrayudha

2019

Pharmacon

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Bitter melon is one of fruit that have pharmacological effects such as an anticancer which potentially active on breast cancer cell MCF-7. The aim of this study was to compare the potential cytotoxic activity between ethanol extract of pare and the results of ethanol, ethyl acetate and n-hexane fraction on MCF-7 breast cancer cells and to determine the class of compounds contained in each sample. Pare’s powder was extracted with maceration method in 80% ethanol solvent and then continue to fractionated in 96% ethanol, ethyl acetate and hexane solvent. Extract and fractions were continue to cytotoxic assay using the MTT assay method. Cytotoxic test results showed that the ethanolic extract had no potential cytotoxic activity. Ethyl acetate fraction with the highest concentration 16 µg/mL has the highest potential inhibition 43,87% on MCF-7 cells population. Extract and fractions than continue to phytochemical screening with Thin Layer Chromatography (TLC) method. TLC detection showed that n-hexane fraction contained more compound groups than ethanolic extract, ethanolic-water fraction and ethyl acetate fraction.

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“…Further in 2015, Liaw et al [48] reported the isolation and identification of five new 5β,19 epoxycucurbitane triterpenoids, taikuguasins (A–E) along with 5β,19-epoxy-25-methoxycucurbita-6,23-diene-3β,19-diol from the ethanolic extract of fresh M. charantia fruits (Taiwanese variety). These compounds were screened for their anti-inflammatory and cytotoxic activity; out of which, taikuguasin C and D showed significant inhibition of lipopolysaccharide (LPS)-induced NO production in the mouse macrophage RAW 264.7 cell line as well as showed significant cyto-toxic effects (in MTT assay) against MCF-7 (breast cancer), HepG2 (hepatocellular cancer), HEp-2 (laryngeal cancer), and WiDr (colon cancer) cells [48].…”

Section: Bioassay Guided Fractionations Of Bitter Melon (M Charanmentioning

confidence: 99%

“…These compounds were screened for their anti-inflammatory and cytotoxic activity; out of which, taikuguasin C and D showed significant inhibition of lipopolysaccharide (LPS)-induced NO production in the mouse macrophage RAW 264.7 cell line as well as showed significant cyto-toxic effects (in MTT assay) against MCF-7 (breast cancer), HepG2 (hepatocellular cancer), HEp-2 (laryngeal cancer), and WiDr (colon cancer) cells [48]. …”

Section: Bioassay Guided Fractionations Of Bitter Melon (M Charanmentioning

confidence: 99%

Promise of bitter melon ( Momordica charantia ) bioactives in cancer prevention and therapy

Raina

Kumar

Agarwal

2016

Seminars in Cancer Biology

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Recently, there is a paradigm shift that the whole food-derived components are not ‘idle bystanders’ but actively participate in modulating aberrant metabolic and signaling pathways in both healthy and diseased individuals. One such whole food from Cucurbitaceae family is ‘bitter melon’ (Momordica charantia, also called bitter gourd, balsam apple, etc.), which has gained an enormous attention in recent years as an alternative medicine in developed countries. The increased focus on bitter melon consumption could in part be due to several recent pre-clinical efficacy studies demonstrating bitter melon potential to target obesity/type II diabetes-associated metabolic aberrations as well as its pre-clinical anti-cancer efficacy against various malignancies. The bioassay-guided fractionations have also classified the bitter melon chemical constituents based on their anti-diabetic or cytotoxic effects. Thus, by definition, these bitter melon constituents are at cross roads on the bioactivity parameters; they either have selective efficacy for correcting metabolic aberrations or targeting cancer cells, or have beneficial effects in both conditions. However, given the vast, though dispersed, literature reports on the bioactivity and beneficial attributes of bitter melon constituents, a comprehensive review on the bitter melon components and the overlapping beneficial attributes is lacking; our review attempts to fulfill these unmet needs. Importantly, the recent realization that there are common risk factors associated with obesity/type II diabetes-associated metabolic aberrations and cancer, this timely review focuses on the dual efficacy of bitter melon against the risk factors associated with both diseases that could potentially impact the course of malignancy to advanced stages. Furthermore, this review also addresses a significant gap in our knowledge regarding the bitter melon drug-drug interactions which can be predicted from the available reports on bitter melon effects on metabolism enzymes and drug transporters. This has important implications, given that a large proportion of individuals, taking bitter melon based supplements/phytochemical extracts/food based home-remedies, are also likely to be taking conventional therapeutic drugs at the same time. Accordingly, the comprehensively reviewed information here could be prudently translated to the clinical implications associated with any potential concerns regarding bitter melon consumption by cancer patients.

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5β,19-Epoxycucurbitane Triterpenoids from Momordica charantia and Their Anti-Inflammatory and Cytotoxic Activity

Cited by 19 publications

References 19 publications

Phytochemical profile and biological activities of Momordica charantia L. (Cucurbitaceae): A review

Phytochemical profile and biological activities of Momordica charantia L. (Cucurbitaceae): A review

Aktivitas Sitotoksik Ekstrak Etanol, Fraksi Etanol-Air, Etil Asetat serta N-Heksana Buah Pare (Momordica charantia) pada Sel MCF-7 secara In-Vitro

Promise of bitter melon ( Momordica charantia ) bioactives in cancer prevention and therapy

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